US2250664A - Composition of matter and articles formed therefrom - Google Patents
Composition of matter and articles formed therefrom Download PDFInfo
- Publication number
- US2250664A US2250664A US175041A US17504137A US2250664A US 2250664 A US2250664 A US 2250664A US 175041 A US175041 A US 175041A US 17504137 A US17504137 A US 17504137A US 2250664 A US2250664 A US 2250664A
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- United States
- Prior art keywords
- polyvinyl alcohol
- composition
- films
- matter
- formed therefrom
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
Definitions
- This invention relates to new compositions of matter and articles formed therefrom. More particularly, it relates to polyvinyl alcohol modifled with certain nitrogen containing alcohols as softeners therefor.
- composition comprising polyvinyl alcohol and a water-soluble nitrogen-containing alcohol of the general formula:
- R1 is a divalent aliphatic hydrocarbon radical
- R2 and Rs are hydrogen or any monovalent organic group, and where R2 and Rs are not the same mono-valent organic group.
- softeners of the above class of compounds may be mentioned ethanolamine, diethanolamine, ethanol formamide (the best material that has been found) ethanol-p-toluene sulfonamide.
- the compounds used should be compatible with polyvinyl alcohol, and it has been found that all compounds which are in the above class are compatible in a greater or lesser degree. The compounds also vary in their softening effect.
- the amount of softener included in the composition can vary within quite wide limits, provided there is sufiicient to produce a softening effect and not so much that the product formed therefrom becomes sticky. Concentrations be tween 5% and 25% have been found most suitable. The most suitable concentration varies in the case of each softener used.
- ester or acetal groups may contain varying amounts of ester or acetal groups.
- Example I To 100 grams of 15% polyvinyl alcohol solution are added 1.7 grams of ethanol formamide. After thorough mixing, this composition is perfectly clear. -When cast on to a metal plate, it dries to a clear, soft, transparent film which maintains its softness even at low humidities.
- Example II To 100 grams of 13% polyvinyl alcohol solution are added 4.9 grams of diethanol lactamide.
- Example III To 100 grams of 13% polyvinyl alcohol solution are added 2.3 grams of ethanolamine hydrochloride. The mixture is stirred until a clear, homogeneous solution results. Films cast from this solution are clear and soft even at low humidities.
- Example IV To 350 grams of 15% polyvinyl alcohol solution, 10.5 grams of ethanolamine acetate were added. The solution was stirred until homogeneous and was then cast into thin films on a metal plate. The films were conditioned for 48 hours at F. and 7% relative humidity.
- the polyvinyl alcohol compositions in accordance with this invention may be made up into films, tubes, bottle caps, articles. They are most useful in the formation of transparent films suitable for wrapping tissue. Films containing appropriate amounts of these softeners are perfectly clear and transparent and are, under given conditions of temperature and threads, or other shaped humidity, substantially softer and more durable I than films of unmodified polyvinyl alcohol or those softened with'glycerin or glycol. For example, a film made according to Example IV, conditioned at 85 F. and 7% relative humidity, made up into a standard rice filled bag and tested in a standard durability tumbling test averaged 529 drops per break.
- the elongation is ordinarily at least twice as great as similar films softened with glycerin.
- composition comprising polyvinyl alcohol and ethanol formamide.
- composition comprising essentially 15 parts polyvinyl alcohol, 85 parts water and 1.7 parts of ethanol formamide.
- a composition comprising P lyvinyl alcohol and alkanol amide.
- a transparent sheet comprising polyvinyl alcohol and ethanol formamide.
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
Patented July 29, 1941 COMPOSITION OF MATTER AND FORMED THEREFROM William w. Watkins, Buffalo, N. Y.,
ARTICLES assignor to E. I. du Pont de Nemours & Company, Wilm'ington, Del., acorporation of Delaware No Drawing. Application November 17, 1937,
Serial No. 175,041
11 Claims. (Cl. 260-36) This invention relates to new compositions of matter and articles formed therefrom. More particularly, it relates to polyvinyl alcohol modifled with certain nitrogen containing alcohols as softeners therefor.
It has previously been suggested to soften polyvinyl alcohol such as in the form of threads, films, and the like with glycerin and similar materials. The softeners hitherto used, however, have either been too volatile or have resulted in a film which is of low softness, especially at low humidities.
It is therefore an object of this invention to prepare modified polyvinyl alcohol compositions. It is a further object to discover softeners for polyvinyl alcohol. It is a still further object to produce films, threads and the like of polyvinyl alcohol which are very much tougher than polyvinyl alcohol films, threads or the like, hitherto known.
These objects are accomplished in general by means of a composition comprising polyvinyl alcohol and a water-soluble nitrogen-containing alcohol of the general formula:
where R1 is a divalent aliphatic hydrocarbon radical, R2 and Rs are hydrogen or any monovalent organic group, and where R2 and Rs are not the same mono-valent organic group.
As examples of softeners of the above class of compounds may be mentioned ethanolamine, diethanolamine, ethanol formamide (the best material that has been found) ethanol-p-toluene sulfonamide. cyclohexanol formamide, ethanol lactamide, diethanol lactamide, diethanol formamide, diethanol adipamide, 'tetraethanol adipamide, ethanolamine acetate, ethanolamine hydrochloride, ethanolamine lactate, ethanolamine sulfamate, diethanolamine formate, ethanolamine formate, diethanol acetoacetamide, ethanolacetamide, diethanoloxamide, and lactamide. The compounds used, of course, should be compatible with polyvinyl alcohol, and it has been found that all compounds which are in the above class are compatible in a greater or lesser degree. The compounds also vary in their softening effect.
The amount of softener included in the composition can vary within quite wide limits, provided there is sufiicient to produce a softening effect and not so much that the product formed therefrom becomes sticky. Concentrations be tween 5% and 25% have been found most suitable. The most suitable concentration varies in the case of each softener used.
may contain varying amounts of ester or acetal groups.
Having described the invention, the following specific examples are now given:
Example I To 100 grams of 15% polyvinyl alcohol solution are added 1.7 grams of ethanol formamide. After thorough mixing, this composition is perfectly clear. -When cast on to a metal plate, it dries to a clear, soft, transparent film which maintains its softness even at low humidities.
Example II To 100 grams of 13% polyvinyl alcohol solution are added 4.9 grams of diethanol lactamide.
The mixture is stirred until a clear, homogeneous solution results. Films cast from this solution are found to be clear and transparent and evidence a high degree of softness at low humidities.
' Example III To 100 grams of 13% polyvinyl alcohol solution are added 2.3 grams of ethanolamine hydrochloride. The mixture is stirred until a clear, homogeneous solution results. Films cast from this solution are clear and soft even at low humidities.
Example IV To 350 grams of 15% polyvinyl alcohol solution, 10.5 grams of ethanolamine acetate were added. The solution was stirred until homogeneous and was then cast into thin films on a metal plate. The films were conditioned for 48 hours at F. and 7% relative humidity.
The polyvinyl alcohol compositions in accordance with this invention may be made up into films, tubes, bottle caps, articles. They are most useful in the formation of transparent films suitable for wrapping tissue. Films containing appropriate amounts of these softeners are perfectly clear and transparent and are, under given conditions of temperature and threads, or other shaped humidity, substantially softer and more durable I than films of unmodified polyvinyl alcohol or those softened with'glycerin or glycol. For example, a film made according to Example IV, conditioned at 85 F. and 7% relative humidity, made up into a standard rice filled bag and tested in a standard durability tumbling test averaged 529 drops per break. A bag made up as in Ex ample IV but softened with a similar amount of glycerin, then conditioned and tested in exactly the same fashion as above averaged 14 drops per break. The elongation is ordinarily at least twice as great as similar films softened with glycerin.
Any variation or modification of the invention as described above which conforms to the spirit of the invention is intended to be included within the scope of the claims.
I claim:
r 1. A composition comprising polyvinyl alcohol and ethanol formamide.
2. A composition comprising essentially 15 parts polyvinyl alcohol, 85 parts water and 1.7 parts of ethanol formamide.
3. A composition comprising P lyvinyl alcohol and alkanol amide.
l 4. A transparent sheet comprising polyvinyl alcohol and ethanol formamide.
and ethanol lactamide.
WILLIAM W. WATKINS.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US175041A US2250664A (en) | 1937-11-17 | 1937-11-17 | Composition of matter and articles formed therefrom |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US175041A US2250664A (en) | 1937-11-17 | 1937-11-17 | Composition of matter and articles formed therefrom |
Publications (1)
Publication Number | Publication Date |
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US2250664A true US2250664A (en) | 1941-07-29 |
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US175041A Expired - Lifetime US2250664A (en) | 1937-11-17 | 1937-11-17 | Composition of matter and articles formed therefrom |
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2430949A (en) * | 1946-01-03 | 1947-11-18 | Resistofiex Corp | Polyvinyl alcohol-stabilized ethanol formamide composition |
US2437946A (en) * | 1944-07-27 | 1948-03-16 | Nasa | Plasticized prolamine composition |
US2474793A (en) * | 1945-01-08 | 1949-06-28 | Commercial Solvents Corp | Plasticized elastomer compositions containing n-(hydroxyalkyl)-amides and their fatty acid esters |
US2480766A (en) * | 1947-04-12 | 1949-08-30 | Resistoflex Corp | Plasticized polyvinyl alcohol compositions |
US2550213A (en) * | 1946-02-28 | 1951-04-24 | Swift & Co | Hygroscopic materials |
US2576850A (en) * | 1945-04-26 | 1951-11-27 | Du Pont | Gelling of polymeric compounds |
US2646411A (en) * | 1948-12-23 | 1953-07-21 | Gen Aniline & Film Corp | Polyvinyl alcohol gels |
US2773852A (en) * | 1950-12-09 | 1956-12-11 | Dictaphone Corp | Production of anti-static plastics |
US3013997A (en) * | 1957-08-19 | 1961-12-19 | Myron A Coler | Alkanol amine carboxylic acid reaction product and resins destaticized therewith |
-
1937
- 1937-11-17 US US175041A patent/US2250664A/en not_active Expired - Lifetime
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2437946A (en) * | 1944-07-27 | 1948-03-16 | Nasa | Plasticized prolamine composition |
US2474793A (en) * | 1945-01-08 | 1949-06-28 | Commercial Solvents Corp | Plasticized elastomer compositions containing n-(hydroxyalkyl)-amides and their fatty acid esters |
US2576850A (en) * | 1945-04-26 | 1951-11-27 | Du Pont | Gelling of polymeric compounds |
US2430949A (en) * | 1946-01-03 | 1947-11-18 | Resistofiex Corp | Polyvinyl alcohol-stabilized ethanol formamide composition |
US2550213A (en) * | 1946-02-28 | 1951-04-24 | Swift & Co | Hygroscopic materials |
US2480766A (en) * | 1947-04-12 | 1949-08-30 | Resistoflex Corp | Plasticized polyvinyl alcohol compositions |
US2646411A (en) * | 1948-12-23 | 1953-07-21 | Gen Aniline & Film Corp | Polyvinyl alcohol gels |
US2773852A (en) * | 1950-12-09 | 1956-12-11 | Dictaphone Corp | Production of anti-static plastics |
US3013997A (en) * | 1957-08-19 | 1961-12-19 | Myron A Coler | Alkanol amine carboxylic acid reaction product and resins destaticized therewith |
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